Ammonium Hydroxide → HCID 19903236, compound

HRID 2372303Notes

Reaction equation

HRID 2372303 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([CH2:9][CH:10](OCC)OCC)=[C:4]([NH:17][CH2:18][C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)[N:3]=1.[OH-].[NH4+]>Cl.C(O)C>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]2[CH:9]=[CH:10][N:17]([CH2:18][C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[C:4]=2[N:3]=1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 20063947HCID 20063947, compound

Product 1

HCID 19903236HCID 19903236, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

A suspension of 2-amino-4-chloro-6-[(2-thienylmethyl) amino]-5-(2,2-diethoxyethyl)pyrimidine (1.0 g, 2.80 mmol) in 65 ml of 0.3N HCl and ethanol (2.25:1) was stirred at 25° C. for 24 hours. The reaction mixture was neutralized with ammonium hydroxide solution and the product collected by filtration. TLC analysis showed that the reaction was not complete, so, the product was resuspended in 50 ml of 0.2N HCl and stirred for 48 hours. The reaction mixture was neutralized with NH4OH solution and concentrated. The residue was taken up in water and then evaporated to dryness to give yellow solid (573 mg) (77.3%). This was used in the next step without further purification.

Workup

  1. filtrationthe product collected by filtration
  2. stirringstirred for 48 hours
  3. concentrationconcentrated
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-d935b18be2064dfc921984be2b692fcf
Source dataset
uspto-grants-1992_03
Patent number
US05098905

Reaction notes

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